
Holiday rentals with a pool in Manatee County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Manatee County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

100 yr Old Stone Home + Pool + 9 miles to beaches
Charming 100-Year-Old Restored Stone House with Italian Flair – Close to Beach & Downtown! Welcome to your dream getaway! This beautifully restored 100-year-old stone home blends old-world charm with modern luxury. Inspired by the elegance of Italy, this unique retreat is just minutes from the beach and vibrant downtown Bradenton. The home has abundant natural light and has 2 bedrooms, 2 half baths and a spacious yard! You will love the heated pool and outdoor firepit for year-round relaxing.

Sport & Wellness Getaways
Perfect for large families or group getaways, this luxury retreat features a private pool, game room, and expansive outdoor spaces. Highlights: * On-site property manager * Private pool and outdoor shower * BBQ area and large patio * Game room for all ages * Fully stocked kitchen * Unlimited outdoor parking + 2 covered spaces * Access to: 6 tennis courts (5 hard, 1 clay), 4 pickleball courts, 1 sand volleyball court * Shared Courtyard restrooms

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Garden Home/Heated Pool/King-Bed/20 min Beach/Pets
Nestled beneath towering trees, this cozy 3-bedroom, 2-bathroom home offers a peaceful getaway. The screened-in heated pool and patio provide a quiet spot to relax and enjoy nature’s beauty in privacy. With new beds and many thoughtful amenities, it’s a comfortable retreat for your stay. Whether you're swimming, grilling, or simply enjoying the surroundings, this home offers a calm atmosphere to unwind and share time with family or friends in complete comfort. Message us with questions.

Pickleball - Heated Pool - Relax, Play & Grill
- FREE POOL HEAT, private pool - PICKLEBALL COURT in our back yard. - 2 King Beds, Queen sleeper sofa, 2 bunk beds - Close to Anna Maria Island - 7.3 miles to IMG Academy - Large back yard fully fenced - BBQ Grill - Outdoor TV - Corn toss - Ping Pong - Boardgames - Outdoor dining table - 1 mile from Robinson Preserve: kayak rentals, nature hiking, running, and playgrounds - Beach chairs, beach towels, cooler, umbrella provided. - pack n play, high chair - Smart TV in every room

Luxury Pool Family Paradise-Siesta Beach/DT-3BR/2B
Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

Orange Oasis: Clean, heated pool, near beaches.
Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Luxury Canal-Front Home + Heated Pool Near Beach
This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Saltwater heated pool w/ massage chair + hot tub
Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

Heated Pool Haven! Fun Games! Near IMG & AMI!
Welcome to Lucky Charm by Stayawhilewithus — an elegantly appointed 4BR/3BA private pool retreat in West Bradenton, ideally located near the world-renowned IMG Academy and the pristine beaches of Anna Maria Island. Enjoy refined coastal interiors, open-concept living, and a serene screened lanai pool designed for relaxation and privacy. A sophisticated yet welcoming escape for discerning families and extended stays.
Popular amenities for Manatee County rentals with a pool
House rentals with a pool

Pets Are Welcome/ Heated Pool/ Close to AMI

Waterfront 5BR w/Pool, Spa, Boat Lift, Putting Grn

The Coastal Getaway•Private Heated Pool & Patio•

4/2 Home Heated Pool/close to Anna M. Beaches/ IMG

Beach, Village, Dock & Private Pool! One-of-a-kind

J&K Dream Home in Sarasota

The Sea Hut

Secluded 5-Acre Escape
Apartment rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

Steps from the beach

On the Beach; Siesta Key SunBum Studio

Beach Escape & Pool, steps to Beach & restaurants

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Siesta Key Beach Front Condo

Sun-Kissed Memories: Open Thursday, March 26th!
Other holiday rentals with a pool

Cozy, modern cottage near beach2

Waterside Retreat: Modern 2BR, Mins to Beach & Apt

Sarasota Summer House

Guest House with Hot tub & Heated Pool

Cozy private beach condo

Brand New Everything! Private Beach & 3 Htd Pools!

Beautiful Florida Bungalow

Bright Waterfront Condo | Pools | IMG & Anna Maria
Destinations to explore
- Rentals with a fireplace Manatee County
- Beach house rentals Manatee County
- Rentals with a washing machine and dryer Manatee County
- Apartment rentals Manatee County
- Rentals with an accessible-height bed Manatee County
- Luxury rentals Manatee County
- Hotel rooms Manatee County
- House rentals Manatee County
- Rentals with lake access Manatee County
- Ski-in/ski-out rentals Manatee County
- Cottage rentals Manatee County
- Serviced apartment rentals Manatee County
- Townhouse rentals Manatee County
- Rentals with outdoor seating Manatee County
- Waterfront rentals Manatee County
- Villa rentals Manatee County
- Holiday home rentals Manatee County
- Beachfront rentals Manatee County
- Rentals with a patio Manatee County
- Tiny house rentals Manatee County
- Rentals with breakfast Manatee County
- Guest house rentals Manatee County
- Pet-friendly rentals Manatee County
- Fitness-friendly rentals Manatee County
- Rentals with a cinema Manatee County
- Rentals with an accessible-height toilet Manatee County
- Rentals with an EV charger Manatee County
- Rentals with a kayak Manatee County
- Resort rentals Manatee County
- Beach apartment rentals Manatee County
- Farm stay rentals Manatee County
- Boutique hotels Manatee County
- Smoking-friendly rentals Manatee County
- Loft rentals Manatee County
- Rentals with a firepit Manatee County
- Family-friendly rentals Manatee County
- Rentals with beach access Manatee County
- Flat rentals Manatee County
- Private suite rentals Manatee County
- Rentals with a hot tub Manatee County
- Motorhome rentals Manatee County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- Hard Rock Casino
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Things to do Manatee County
- Sports activities Manatee County
- Art and culture Manatee County
- Nature and outdoors Manatee County
- Things to do Florida
- Entertainment Florida
- Art and culture Florida
- Sightseeing Florida
- Tours Florida
- Food and drink Florida
- Nature and outdoors Florida
- Wellness Florida
- Sports activities Florida
- Things to do United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Tours United States




